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A1895

Sigma-Aldrich

Aurintricarboxylic acid

≥85% purity (titration), practical grade, powder

Synonyme(s) :

ATA

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About This Item

Formule empirique (notation de Hill):
C22H14O9
Numéro CAS:
4431-00-9
Poids moléculaire :
422.34
Numéro CE :
224-628-1
Numéro MDL:
MFCD00011663
Code UNSPSC :
12171500
ID de substance PubChem :
24278210
Nomenclature NACRES :
NA.47

product name

Aurintricarboxylic acid, practical grade, ≥85% (titration), powder

Qualité

practical grade

Pureté

≥85% (titration)

Forme

powder

Couleur

red to very dark red, and Red-Brown andBrown-Red

Pf

300 °C (lit.)

Solubilité

1 M NH4OH: 10 mg/mL

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

OC(=O)c1cc(ccc1O)C(\c2ccc(O)c(c2)C(O)=O)=C3\C=CC(=O)C(=C3)C(O)=O

InChI

1S/C22H14O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31)

Clé InChI

GIXWDMTZECRIJT-UHFFFAOYSA-N

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Application

  • Aurintricarboxylic acid has been used to show its anticryptosporidial activity against Cryptosporidium parvum.
  • It has been used as a test substance to identify inhibitors against coronavirus N7-MTases (guanine-N7-methyltransferase).
  • It has been used as a ribonuclease inhibitor.

Actions biochimiques/physiologiques

Readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions. It is a potent inhibitor of ribonuclease and topoisomerase II by preventing the binding of the nucleic acid to the enzyme. It stimulates tyrosine phosphorylation processes including the Jak2/STAT5 pathway in NB2 lymphoma cells, ErbB4 in neuroblastoma cells, and MAP kinases, Shc proteins, phosphatidylinositide 3-kinase and phospholipase Cγ in PC12 cells. Inhibits apoptosis. It prevents down-regulation of Ca2+ -impermeable GluR2 receptors and inhibits calpain, a Ca2+ -activated protease that is activated during apoptosis.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Red Light-Independent Instability of Oat Phytochrome mRNA in Vivo.
Seeley KA, et al.
Plant Cell, 4, 29-38 (1992)
Yeast-based assays for the high-throughput screening of inhibitors of coronavirus RNA cap guanine-N7-methyltransferase.
Sun Y, et al.
Antiviral Research, 104, 156-164 (2014)
In vitro and in vivo activity of aurintricarboxylic acid preparations against Cryptosporidium parvum.
Klein P, et al.
The Journal of Antimicrobial Chemotherapy, 62, 1101-1104 (2008)
Jan Seifert et al.
Scientific reports, 7(1), 4810-4810 (2017-07-08)
Platelets are small anucleate blood cells involved in haemostasis. Platelet activation, caused by agonists such as thrombin or by contact with the extracellular matrix, leads to platelet adhesion, aggregation, and coagulation. Activated platelets undergo shape changes, adhere, and spread at
Fumihito Noguchi et al.
Molecular cancer therapeutics, 16(5), 936-947 (2017-02-23)
Extracellular acidity is a hallmark of cancers and is independent of hypoxia. Because acidity potentiates malignant phenotypes, therapeutic strategies that enhance the targeting of oncogenic mechanisms in an acidic microenvironment should be effective. We report here that drugs which abrogate
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